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$389,000
3 Beds 2 Baths 2026030410 MLS
Island Living at an Incredible Value! Don't miss this opportunity to own an 1802 sf under air/2275 sf total beautiful partially furnished 3-bedroom, 3-bath concrete block one-owner home with a dedicated office and a 2-car garage in the charming community of Pine Island Village in beautiful St. James City, Florida. Priced below market value at just $215.87/sf, this home offers exceptional features and unbeatable value. Best of all this home is NOT in a Flood Zone!! No Flood Insurance required. Designed with comfort and functionality in mind, the spacious split-bedroom floor plan provides for creative use of the open concept living area with cathedral ceilings, and privacy for family and guests. The master has an en-suite bath, walk-in closet, reach-in closet and slider access to the back lanai. The home features durable tile flooring throughout, with carpet in the bedrooms, a walk-in pantry, convenient washer and dryer hookups, and separate office, all with abundant natural light. Enjoy Florida's outdoor lifestyle year-round from the two large tiled front and rear screened patios—perfect for morning coffee or evening relaxation. Listen to the birds and watch the palm trees sway as you pass the hours away in your private retreat! Built for peace of mind, this concrete block home includes impact-resistant windows and doors, a metal roof, and a newly installed whole-house Generac generator, ensuring comfort and security during any season. Residents of Pine Island Village enjoy access to a refreshing community pool while embracing the laid-back island lifestyle, all just minutes from shopping, dining, and everyday conveniences. This is your chance to own a move-in-ready island retreat at an exceptional price! Schedule your private showing today and discover the relaxed beauty of island living!

4406 Lake Heather Circle, St James City

$1,700,000
3 Beds 3 Baths 2026020265 MLS
Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest.

2096 Macadamia Street, St James City

$698,000
3 Beds 3 Baths 2026005309 MLS
Owner wants your offer...Welcome to 3557 Sea Holly Lane in St. James City, a custom-built island retreat thoughtfully designed for strength, comfort, and the ultimate Southwest Florida boating lifestyle. Engineered to CAT-5 hurricane standards, this solidly constructed home offers exceptional peace of mind and has NEVER experienced flooding — a rare and valuable feature for coastal living. A metal roof further enhances durability, longevity, and insurance appeal. The home offers 3 bedrooms, a den/office, and 2.5 baths, providing flexibility for full-time living, guests, or working from home. The heart of the home is a perfectly designed kitchen for entertaining, complete with a spacious butler’s pantry that offers ample storage and prep space for hosting family and friends. Step outside to your private outdoor oasis featuring a heated pool, ideal for year-round enjoyment. Pet lovers will appreciate the dedicated dog yard with low-maintenance artificial turf, giving Fido a clean, secure place to play. While the home does not have a direct water view, it includes a deeded dock, offering quick and easy access to the Gulf of Mexico — perfect for boaters and anglers who value access over paying a premium for frontage. Nearby waters are known for excellent fishing, including snook, redfish, trout, tarpon, snapper, and grouper, with easy routes to back bays, flats, and open Gulf waters. Enjoy island hopping and beach days with convenient access to Sanibel Island, Captiva Island, and Fort Myers Beach. Travel is simple with proximity to SW FL International Airport and Punta Gorda Airport, making this property ideal as a primary residence, seasonal escape, or long-term investment. This home delivers storm-strong construction, flexible living space, boating privileges, and true Pine Island charm — all without compromise.

3557 Sea Holly Lane, St James City

$1,999,900
3 Beds 3 Baths 2026002528 MLS
With unobstructed views of the bay, perfectly framed by the tropical landscape, this residence embodies the essence of waterfront living. Upon entering the main level, you will be greeted by an abundance of natural light and vistas complimenting the fireplace in a harmonious blend of coastal and classic design. Entertain family and friends in the formal dining area or the main level balconies overlooking your backyard as dolphins swim in the background. The kitchen boasts views of the bay and offers plenty of cabinet and counterspace, a gas range and a wet bar that connects the kitchen to the family room. The primary quarters offer two walk in closets and a spacious bedroom surrounded by mature landscaping that integrates with the natural beauty of the surroundings. The well appointed guest bedrooms, one on the main level and the other on the first floor, award your guests with privacy. On the first floor you'll find a separate sitting room, a den (which the owners used as an exercise room) and a laundry room with an extra refrigerator and sink. From the office and recreation rooms you can step outside onto the expansive patio, where the beauty of coastal living truly comes to life. Sip cocktails as you watch boats glide across the bay, or indulge in alfresco dining under the pergola covered in blooming flowers. This waterfront setting offers endless opportunities for outdoor recreation, from kayaking and paddleboarding to fishing and birdwatching. The boating community of St. James City is conveniently located a short boat ride away from the Sanibel Causeway and beaches to the south and to the north, through Pine Island Sound, to the world famous Cabbage Key, Useppa Island, and Boca Grande pass. Whether appreciating some of the most pristine natural habitats in SWFL, sport fishing for tarpon or bar hoping by water, the options are endless

3569 San Carlos Drive, St James City

$569,900
3 Beds 2 Baths 2026001712 MLS
AG-2 Zoned Island Agricultural Homestead- Island meets Homesteading. Welcome to a rare opportunity to own a true island agricultural homestead in Saint James City. Situated on nearly 5.5 acres of mostly cleared land, this AG-2 zoned property offers the scale, infrastructure, and existing agricultural exemption that are increasingly difficult to find. With public water, a private well, and a functional irrigation system already in place, the groundwork is set for continued or expanded agricultural use, including tree farming, nursery operations, gardening, orchards, or diversified agricultural production. The land is well configured with open acreage, established access paths, multiple walking and riding trails, and a balance of cleared areas and natural brush that supports productivity, privacy, and future expansion. A gated entry provides controlled access, while the property’s size and layout enable efficient equipment movement, defined planting zones, and operational flexibility. AG-2 zoning allows a wide range of agricultural and rural uses, including crop cultivation, plant and tree nurseries, horticulture, limited livestock, agricultural structures, and a single-family residence associated with agricultural operations (buyer to verify permitted uses). The 3-bedroom, 2-bath residence offers approximately 1,600 square feet of practical living space well-suited for an owner-operator or full-time homesteading lifestyle. Recent improvements include a brand-new HVAC system, impact-rated windows and front door, and low-maintenance LVP flooring throughout. The open kitchen features granite countertops, stainless steel appliances, a custom stainless steel hood, a double pantry, and ample workspace that connects seamlessly to the main living area. Additional features include updated bathrooms, an oversized laundry/utility room adaptable for storage, work, or homestead tasks, and a full-length enclosed porch overlooking the property. Outdoor amenities include an above-ground pool and a covered wood deck for relaxation after a day’s work. Supporting structures include a large detached garage/barn with dual sliding doors, ample storage for equipment and supplies, a small shop with a wall unit, and a cleared turnaround drive for easy access. Properties of this size, with the zoning and functionality, especially with an agricultural exemption already established, are exceptionally rare, where the island lifestyle is also so easily obtained. Fishing and boating are just moments away when you need a quick break from homesteading or if you want to fill the freezer with fish. Whether your vision is a working farm, nursery-ready acreage, or a self-sustaining island homestead, 5228 Stringfellow Road offers a unique combination of land, freedom, and long-term value on Pine Island.

5228 Stringfellow Road, St James City

$2,750,000
4 Beds 4 Baths 2025009639 MLS
A peaceful, modern, and comfortable lifestyle that is an effortless extension of its natural surroundings. Tucked deep in the Florida pines and palmettos on 10 dry acres with no wetlands, backing up to a 567-acre protected preserve, this 7,500 SF Modern Farmhouse is one of the most architecturally striking and structurally sound homes for sale. Constructed with solid concrete on both floors, PGT hurricane windows and doors, and red iron structural steel. Years of design, engineering, and lifestyle come together. Custom iron front doors, redwood walls, a custom welded staircase, and an Edison bulb chandelier. Everything is intentional. A 4,000 SF 1st floor features the primary suite and bedrooms. A 3,500 SF 2nd floor living space with a flex room/studio offers an open concept w/ dedicated spaces for dining & entertaining. No other home offers this balance of togetherness and privacy. Dolby Atmos theater w/ a 126-inch digital 8K projection screen rivaling commercial theaters. Cambria Quartz counters, modern art, steel beams, and concrete meet mature trees, private walking paths, a 3/4-acre pond, and ATV trails. A dedicated wine room w/ wine racks & shelving for stouts. Restaurant-style full bar w/ Zephyr full-size appliances. A whole-home 10-zone independent audio AV system with JBL speakers & Crown amplifiers. Built for those who want to live, work, and play! Bunker-strength construction, tech room, dedicated Xfinity pedestal & LCEC transformer, and underground utilities. The property has a 9.9 ft elevation - NEVER flooded. The RV garage is 70x30, totaling 2,100 SF, with 28-ft ceilings and drive-through access for 60+-ft RVs. Ideal for car collecting and boat storage, with 3 12x14 ft custom roll-up overhead doors, front & rear concrete pads, prewired for a 20-amp exhaust system, speaker system, epoxy floor, high-bay lighting, 400-amp electrical service, and industrial fans. Private road. ATVs, golf carts, horses, and a shooting/firing range all ok. BOATERS: Marinas 5 min. away & marinas at both ends of the island, boat launches, and easy water access. Four Winds Marina provides ample dry storage options. From here Cayo Costa, Useppa Island, Boca Grande, world-class tarpon fishing, and pristine barrier island beaches. Island dining with local favorites including Blue Dog Bar & Grill, the Yucatan Waterfront Tiki Bar & Grill, and legendary Tarpon Lodge — a hidden waterfront gem offering fine dining. Just over the bridge: The Seven Islands Project includes a Marriott-branded hotel, restaurants, a tiki bar, marina & boat slips, and a lagoon resort beach. Plus an outdoor amphitheater, community center, splash pad, kayak launch, dog park, and a food truck park. Cape Coral Grove will deliver a national grocer, local and national dining, retail, a luxury hotel, premium apartments, 4 public parks, and farmers' markets.

4412 Pinetree Boulevard, St James City